Vacation Rentals with Pool in Kihei

Close

Enter dates for more accurate prices

Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more

Filtering by: Swimming pool

2,479 vacation rentals

(42) Excellent 

    29

    Kamaole Sands -inner court - granite -views- Open winter

    Maui / Kihei

    Kihei apartment

    1 4 1 night min

    • 1 bedroom
    • sleeps 4
    • 1 night min
    • Swimming pool
    • Child Friendly
    • Air conditioning
    “Great place to stay!” We had a wonderful time in Maui and we owe a great part of that to our stay in this condo. It was the perfect retreat and place to come home to after the day's outings. The grounds are beautiful and the condo complex is well lo
    …see more

    Price per night from

    $145

    Responds fast!
    avg. 2 hours 0 minutes

    Price per night from

    $145

    (20) Excellent 

      23

      Kamaole Sands 1-303 "OCEAN VIEW" Remodeled/Full A/C / Large Lanai/Great reviews!

      Maui / Kihei

      Kihei condo

      1 4 min stay varies

      • 1 bedroom
      • sleeps 4
      • min stay varies
      • Beach / lakeside relaxation
      • Nearest beach 0 mi
      • Swimming pool

      Price per night from

      $150

      Responds fast!
      avg. 49 minutes

      Price per night from

      $150

        23

        Kihei Bay Vista #C-106 Best Location, Garden View, Sleeps 4, Great Rates!

        Maui / Kihei

        Kihei apartment

        1 4 min stay varies

        • 1 bedroom
        • sleeps 4
        • min stay varies
        • Swimming pool
        • Child Friendly
        • Air conditioning

        Price per night from

        $109

        Responds fast!
        avg. 8 minutes

        Price per night from

        $109

        (39) Excellent 

          49

          Fabulous Oceanfront/Ocean view condo, Wifi, A/C, Parking, Pool, Private Lanai!l

          Maui / Kihei

          Kihei apartment

          2 6 min stay varies

          • 2 bedrooms
          • sleeps 6
          • min stay varies
          • Beach / lakeside relaxation
          • Swimming pool
          • Child Friendly
          “Wonderful accommodations” We stayed at Jean's condo for 2 weeks in Feb/March 2014. The condo was outstanding on the quiet end of Kihei Rd. This is a very nice condo with an island color scheme. The furnishings were comfortable both inside and on the l
          …see more

          Price per night from

          $199

          Responds fast!
          avg. 1 hour 33 minutes

          Price per night from

          $199

            54

            Palms at Wailea #305 A/C Throughout, Close to Pool, Nicely Appointed Sleeps 6

            Maui / Kihei

            Kihei apartment

            2 6 min stay varies

            • 2 bedrooms
            • sleeps 6
            • min stay varies
            • Swimming pool
            • Child Friendly
            • Air conditioning

            Price per night from

            $245

            Responds fast!
            avg. 8 minutes

            Price per night from

            $245

              11

              Maui Vista 3307

              Maui / Kihei

              Kihei apartment

              1 4 min stay varies

              • 1 bedroom
              • sleeps 4
              • min stay varies
              • Swimming pool
              • Ask about children
              • Air conditioning

              Price per night from

              $161

              Price per night from

              $161

              (17) Very Good 

                28

                Waiohuli Beach Hale #B-206 Ocean View Oceanfront 1Bd/1Ba Great Rates Sleeps 4

                Maui / Kihei

                Kihei apartment

                1 4 min stay varies

                • 1 bedroom
                • sleeps 4
                • min stay varies
                • Swimming pool
                • Child Friendly
                • Air conditioning
                “Maui journey july 2013” 5 nights journey in Kihei to explore major key spots of the island.
                …see more

                Price per night from

                $120

                Responds fast!
                avg. 8 minutes

                Price per night from

                $120

                (127) Excellent 

                  33

                  Kamaole Sands 10-211 "OCEAN VIEW" Remodeled/Full A/C /Large Lanai/Great reviews!

                  Maui / Kihei

                  Kihei apartment

                  1 4 min stay varies

                  • 1 bedroom
                  • sleeps 4
                  • min stay varies
                  • Beach / lakeside relaxation
                  • Nearest beach 0 mi
                  • Swimming pool
                  “Perfect - just as described!” Kameole Sands is an ideal location - close to beaches, restaurants & easy drives to more. The unit is updated, spotlessly clean and has all one needs ( and more) to enjoy the paradise that is Maui. View from the lanai is
                  …see more

                  Price per night from

                  $150

                  Responds fast!
                  avg. 49 minutes

                  Price per night from

                  $150

                  (10) Excellent 

                    58

                    # Beautiful Kihei Maui Condo - Menehune Shores 126

                    Maui / Kihei

                    Kihei condo

                    2 6 4 nights min

                    • 2 bedrooms
                    • sleeps 6
                    • 4 nights min
                    • Beach / lakeside relaxation
                    • Nearest beach 2 mi
                    • Swimming pool
                    “Felt right at home, great location” The condo was the perfect location for my family. I was glad the kitchen was fully stocked and had everything we needed. The beach chairs, toys and other gear provided were put to great use and it was nice we didn
                    …see more

                    Price per night from

                    $220

                    Price per night from

                    $220

                    (2) Excellent 

                      31

                      Kamaole Sands #6-408 2Bd 2Ba, Gorgeous Unit Near Kamaole Beach, Sleeps 6

                      Maui / Kihei

                      Kihei apartment

                      2 6 min stay varies

                      • 2 bedrooms
                      • sleeps 6
                      • min stay varies
                      • Swimming pool
                      • Child Friendly

                      Price per night from

                      $200

                      Responds fast!
                      avg. 8 minutes

                      Price per night from

                      $200

                        10

                        Affordable Luxury, Quiet Location in Bldg 2, Peak-a-boo ocean views from lanai

                        Maui / Kihei

                        Kihei condo

                        1 4 min stay varies

                        • 1 bedroom
                        • sleeps 4
                        • min stay varies
                        • Swimming pool
                        • Child Friendly
                        • Air conditioning

                        Price per night from

                        $184

                        Responds fast!
                        avg. 3 hours 40 minutes

                        Price per night from

                        $184

                          38

                          Koa Lagoon #505 Panoramic Ocean Views 1BD/1BA, Great Location - Sleeps 2

                          Maui / Kihei

                          Kihei apartment

                          1 2 min stay varies

                          • 1 bedroom
                          • sleeps 2
                          • min stay varies
                          • Swimming pool
                          • Child Friendly
                          • Air conditioning

                          Price per night from

                          $149

                          Responds fast!
                          avg. 8 minutes

                          Price per night from

                          $149

                            20

                            Kihei Bay Surf #208 Remodeled 2nd Flr Studio, Part. Ocean View, Great Rates!

                            Maui / Kihei

                            Kihei studio

                            Studio 3 min stay varies

                            • Studio
                            • sleeps 3
                            • min stay varies
                            • Swimming pool
                            • Child Friendly
                            • Air conditioning

                            Price per night from

                            $89

                            Responds fast!
                            avg. 8 minutes

                            Price per night from

                            $89

                              10

                              Kihei Holiday 116

                              Maui / Kihei

                              Kihei apartment

                              2 6 min stay varies

                              • 2 bedrooms
                              • sleeps 6
                              • min stay varies
                              • Swimming pool
                              • Ask about children
                              • Air conditioning

                              Price per night from

                              $166

                              Price per night from

                              $166

                                14

                                Special! Maui Sunset 502B, 1 BR, 2 BA with Partial Ocean View

                                Maui / Kihei

                                Kihei apartment

                                1 4 min stay varies

                                • 1 bedroom
                                • sleeps 4
                                • min stay varies
                                • Swimming pool
                                • Ask about children
                                • Air conditioning

                                Price per night from

                                $150

                                Price per night from

                                $150

                                (3) Very Good 

                                  17

                                  Maui Sunset 401B Remodeled w/ full kitchen and partial ocean view.

                                  Maui / Kihei

                                  Kihei apartment

                                  2 6 min stay varies

                                  • 2 bedrooms
                                  • sleeps 6
                                  • min stay varies
                                  • Swimming pool
                                  • Ask about children
                                  • Air conditioning
                                  “Great Getaway from Saskatchewan” Very Satisfied. Wendi was very helpful and professional
                                  …see more

                                  Price per night from

                                  $180

                                  Price per night from

                                  $180

                                  (4) Excellent 

                                    19

                                    BEST KEPT SECRET ON MAUI

                                    Maui / Kihei

                                    Kihei apartment

                                    1 4 7 nights min

                                    • 1 bedroom
                                    • sleeps 4
                                    • 7 nights min
                                    • Beach / lakeside relaxation
                                    • Nearest beach 0.02 mi
                                    • Swimming pool
                                    “In the Top 3!” We have been coming to Maui for over 30 years. In that time, we have stayed in many different condos and Ohanas(private cottages). This unit was definitely in our top 3. The location was perfect! We could easily walk out our door to
                                    …see more

                                    Price per night from

                                    $144

                                    Price per night from

                                    $144

                                    (5) Very Good 

                                      26

                                      Kihei Bay Surf #226 Studio Sleeps 3 Convenient, Near Beach, Great Rates!

                                      Maui / Kihei

                                      Kihei studio

                                      Studio 3 min stay varies

                                      • Studio
                                      • sleeps 3
                                      • min stay varies
                                      • Swimming pool
                                      • Child Friendly
                                      • Air conditioning
                                      “more than expected!” To our suprise the unit had boggie boards, louged chairs,umbrella for beach usaged. Kitchen fully equip however the ice maker is not hook up with the water supply,(w/c can be easily fix). The condo right across from the small beac
                                      …see more

                                      Price per night from

                                      $89

                                      Responds fast!
                                      avg. 8 minutes

                                      Price per night from

                                      $89

                                        18

                                        Hale Kai O'Kihei 306

                                        Maui / Kihei

                                        Kihei apartment

                                        2 4 min stay varies

                                        • 2 bedrooms
                                        • sleeps 4
                                        • min stay varies
                                        • Swimming pool
                                        • Ask about children
                                        • Air conditioning

                                        Price per night from

                                        $195

                                        Price per night from

                                        $195

                                        (17) Very Good 

                                        Certificate of Excellence

                                          27

                                          Breathtaking clear ocean view, incredible value

                                          Maui / Kihei

                                          Kihei apartment

                                          1 4 1 night min

                                          • 1 bedroom
                                          • sleeps 4
                                          • 1 night min
                                          • Beach / lakeside relaxation
                                          • Swimming pool
                                          • Child Friendly
                                          “Maui” Great little Condo for a weeks stay. The room was clean, pool was warm and everyone was very friendly. We'll stay in Kehi again!
                                          …see more

                                          Certificate of Excellence

                                          Price per night from

                                          $178

                                          Price per night from

                                          $178

                                            14

                                            Hale Kai O'Kihei 302

                                            Maui / Kihei

                                            Kihei apartment

                                            1 4 min stay varies

                                            • 1 bedroom
                                            • sleeps 4
                                            • min stay varies
                                            • Swimming pool
                                            • Ask about children
                                            • Air conditioning

                                            Price per night from

                                            $189

                                            Price per night from

                                            $189

                                              11

                                              Maui Vista 1121

                                              Maui / Kihei

                                              Kihei apartment

                                              1 2 min stay varies

                                              • 1 bedroom
                                              • sleeps 2
                                              • min stay varies
                                              • Swimming pool
                                              • Ask about children
                                              • Air conditioning

                                              Price per night from

                                              $138

                                              Price per night from

                                              $138

                                                27

                                                Maui Vista #1-307 1Bd/1Ba, FANTASTIC Ocean View, Across Beach, Sleeps 4

                                                Maui / Kihei

                                                Kihei apartment

                                                1 4 min stay varies

                                                • 1 bedroom
                                                • sleeps 4
                                                • min stay varies
                                                • Swimming pool
                                                • Child Friendly
                                                • Air conditioning

                                                Price per night from

                                                $110

                                                Responds fast!
                                                avg. 8 minutes

                                                Price per night from

                                                $110

                                                  14

                                                  Hale Kai O'Kihei 118

                                                  Maui / Kihei

                                                  Kihei apartment

                                                  1 4 min stay varies

                                                  • 1 bedroom
                                                  • sleeps 4
                                                  • min stay varies
                                                  • Swimming pool
                                                  • Ask about children
                                                  • Air conditioning

                                                  Price per night from

                                                  $172

                                                  Price per night from

                                                  $172

                                                  (20) Excellent 

                                                    34

                                                    Kihei Bay Vista #A-102 1Bd/1Ba Across From The Beach Great Rates! Sleeps 4

                                                    Maui / Kihei

                                                    Kihei apartment

                                                    1 4 min stay varies

                                                    • 1 bedroom
                                                    • sleeps 4
                                                    • min stay varies
                                                    • Swimming pool
                                                    • Child Friendly
                                                    • Air conditioning
                                                    “Great Stay in Kihei” The property was excellent and well furnished. The provided accessories really made it worthwhile and could not have been better. The only thing we would have liked to see would have been a curtain or light blocking covering in th
                                                    …see more

                                                    Price per night from

                                                    $109

                                                    Responds fast!
                                                    avg. 8 minutes

                                                    Price per night from

                                                    $109

                                                    (20) Excellent 

                                                      40

                                                      SPECIAL: Maui Vista- only $107/night for avail nights in April

                                                      Maui / Kihei

                                                      Kihei apartment

                                                      1 4 min stay varies

                                                      • 1 bedroom
                                                      • sleeps 4
                                                      • min stay varies
                                                      • Beach / lakeside relaxation
                                                      • Nearest beach 0.2 mi
                                                      • Swimming pool
                                                      “Close to great beaches all you need is your flip flops” This is our 3rd year staying in this condo. It is clean and has all the amenities including beach toys,coolers,and even suntan lotion. The property has a place to grill and a pool. It also has a
                                                      …see more

                                                      Price per night from

                                                      $107

                                                      Responds fast!
                                                      avg. 1 hour 57 minutes

                                                      Price per night from

                                                      $107

                                                      (19) Excellent 

                                                        21

                                                        Amazing House w/ Pool, Cabana & More Kihei Wailea

                                                        Maui / Kihei

                                                        Kihei house

                                                        4 12 min stay varies

                                                        • 4 bedrooms
                                                        • sleeps 12
                                                        • min stay varies
                                                        • Nearest beach 1 mi
                                                        • Swimming pool
                                                        • Child Friendly
                                                        “Best family holiday we have had in ages” This is a really lovely place. The pool area and cabana are private and very user friendly. Beach in the morning and sheltered pool area in the afternoon, ideal with 3 teenagers. Bedrooms are spacious and ever
                                                        …see more

                                                        Price per night from

                                                        $849

                                                        Price per night from

                                                        $849

                                                        (21) Very Good 

                                                          27

                                                          Waiohuli Beach Hale #C-112 Ocean Views 2B/2BA, Oceanfront Complex, Sleeps 6

                                                          Maui / Kihei

                                                          Kihei apartment

                                                          2 6 min stay varies

                                                          • 2 bedrooms
                                                          • sleeps 6
                                                          • min stay varies
                                                          • Swimming pool
                                                          • Child Friendly
                                                          “Great place to stay!” Great location, clean, affordable, comfortable, helpful owners/management.
                                                          …see more

                                                          Price per night from

                                                          $179

                                                          Responds fast!
                                                          avg. 8 minutes

                                                          Price per night from

                                                          $179

                                                          (31) Very Good 

                                                            17

                                                            Kihei Bay Surf #119 Completely Remodeled Show Stopper! Great Rates! Sleeps 3.

                                                            Maui / Kihei

                                                            Kihei studio

                                                            Studio 3 min stay varies

                                                            • Studio
                                                            • sleeps 3
                                                            • min stay varies
                                                            • Swimming pool
                                                            • Child Friendly
                                                            • Air conditioning
                                                            “Kihei Stay” I would consider coming back. Very affordable pricing. The unit has been upgraded (except for the TV). We did spot one cockroach, but those are native to the island. Location isn't uber busy, which I recommend for a mellow/relaxing vacatio
                                                            …see more

                                                            Price per night from

                                                            $99

                                                            Responds fast!
                                                            avg. 8 minutes

                                                            Price per night from

                                                            $99

                                                            (1) Excellent 

                                                              11

                                                              Hale Kai O'Kihei 219

                                                              Maui / Kihei

                                                              Kihei apartment

                                                              1 4 min stay varies

                                                              • 1 bedroom
                                                              • sleeps 4
                                                              • min stay varies
                                                              • Swimming pool
                                                              • Ask about children
                                                              • Air conditioning

                                                              Price per night from

                                                              $172

                                                              Price per night from

                                                              $172

                                                                11

                                                                Kihei Surfside 605

                                                                Maui / Kihei

                                                                Kihei apartment

                                                                1 2 min stay varies

                                                                • 1 bedroom
                                                                • sleeps 2
                                                                • min stay varies
                                                                • Swimming pool
                                                                • Ask about children
                                                                • Ask about pets

                                                                Price per night from

                                                                $229

                                                                Price per night from

                                                                $229

                                                                (42) Excellent 

                                                                  37

                                                                  Maui Banyan-Remodeled, Ocean View Top Floor Condo!

                                                                  Maui / Kihei

                                                                  Kihei apartment

                                                                  2 6 min stay varies

                                                                  • 2 bedrooms
                                                                  • sleeps 6
                                                                  • min stay varies
                                                                  • Beach / lakeside relaxation
                                                                  • Nearest beach 0.16 mi
                                                                  • Swimming pool
                                                                  “One of the Best Condo's to stay in Maui” We loved our stay at this condo, the Owner made it very seemless to book and welcomed us with coffee and cookie souvenirs was terrific. All newly renovated and great patio to sit out at every evening, the whole
                                                                  …see more

                                                                  Price per night from

                                                                  $170

                                                                  Price per night from

                                                                  $170

                                                                  (21) Very Good 

                                                                    38

                                                                    Kihei, Maui Paradise! Top Rated, Top floor, Grt location & Ocean View

                                                                    Maui / Kihei

                                                                    Kihei apartment

                                                                    2 5 min stay varies

                                                                    • 2 bedrooms
                                                                    • sleeps 5
                                                                    • min stay varies
                                                                    • Beach / lakeside relaxation
                                                                    • Nearest beach 0.2 mi
                                                                    • Swimming pool
                                                                    “Excellent stay” The property has an ocean view. It is well equipped. The management company is helpful when needed. Highly recommend!
                                                                    …see more

                                                                    Price per night from

                                                                    $195

                                                                    Responds fast!
                                                                    avg. 1 hour 2 minutes

                                                                    Price per night from

                                                                    $195

                                                                    (2) Excellent 

                                                                      20

                                                                      Maui Vista #1-319 1Bd/1Ba, Steps to Kamaole Beach #1, Great Rates, Sleeps 2!

                                                                      Maui / Kihei

                                                                      Kihei apartment

                                                                      1 2 min stay varies

                                                                      • 1 bedroom
                                                                      • sleeps 2
                                                                      • min stay varies
                                                                      • Swimming pool
                                                                      • Child Friendly
                                                                      • Air conditioning
                                                                      “Immaculate Condo in a Great Central Location” Maui Vista 1319 is an immaculately clean condo with everything you need for a great stay in Maui. The condo was remodeled in late 2011 and we stayed there in February 2012. Everything was in mint condition
                                                                      …see more

                                                                      Price per night from

                                                                      $159

                                                                      Responds fast!
                                                                      avg. 8 minutes

                                                                      Price per night from

                                                                      $159

                                                                        12

                                                                        Maui Vista #3-215 1Bd/1Ba A/C, TV, Wifi, Great Location Near Beach, Sleeps 4

                                                                        Maui / Kihei

                                                                        Kihei apartment

                                                                        1 4 min stay varies

                                                                        • 1 bedroom
                                                                        • sleeps 4
                                                                        • min stay varies
                                                                        • Swimming pool
                                                                        • Child Friendly
                                                                        • Air conditioning

                                                                        Price per night from

                                                                        $90

                                                                        Responds fast!
                                                                        avg. 8 minutes

                                                                        Price per night from

                                                                        $90

                                                                        (19) Very Good 

                                                                          31

                                                                          Remodeled! Maui Banyan Ocean View, Modern Tropical Decor, Steps to Kam II Beach

                                                                          Maui / Kihei

                                                                          Kihei apartment

                                                                          1 4 4 nights min

                                                                          • 1 bedroom
                                                                          • sleeps 4
                                                                          • 4 nights min
                                                                          • Beach / lakeside relaxation
                                                                          • Nearest beach 0.16 mi
                                                                          • Swimming pool
                                                                          “Our favorite place to stay in Maui” This condo has everything anyone would need for either a short or an extended stay. The beach is a short 5 minute walk from the door; A park is also adjacent to the beach, and if that seems too far to go, the 2 Jac
                                                                          …see more

                                                                          Price per night from

                                                                          $150

                                                                          Responds fast!
                                                                          avg. 2 hours 17 minutes

                                                                          Price per night from

                                                                          $150

                                                                          (22) Very Good 

                                                                            26

                                                                            Kihei Bay Vista #D-208 1Bd/1Ba, Great Location Steps from the Beach. Sleeps 4

                                                                            Maui / Kihei

                                                                            Kihei apartment

                                                                            1 4 min stay varies

                                                                            • 1 bedroom
                                                                            • sleeps 4
                                                                            • min stay varies
                                                                            • Swimming pool
                                                                            • Child Friendly
                                                                            • Air conditioning
                                                                            “Easy to arrange and surpassed exppectations” First time renting a vacation property through the internet, the overall experience surpassed what I expected. It was easy to reserve and coordinate with the property management. They were friendly and help
                                                                            …see more

                                                                            Price per night from

                                                                            $104

                                                                            Responds fast!
                                                                            avg. 8 minutes

                                                                            Price per night from

                                                                            $104

                                                                              12

                                                                              Maui Vista 1313

                                                                              Maui / Kihei

                                                                              Kihei apartment

                                                                              1 4 min stay varies

                                                                              • 1 bedroom
                                                                              • sleeps 4
                                                                              • min stay varies
                                                                              • Swimming pool
                                                                              • Ask about children
                                                                              • Air conditioning

                                                                              Price per night from

                                                                              $161

                                                                              Price per night from

                                                                              $161